
Holiday rentals with a kayak in Gilford
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in Gilford
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

Tranquil Pondside Retreat
Welcome to this clean, bright, airy cabin with floor-to-ceiling windows and stunning views of Sargent's Pond in all seasons. At 62 acres and with just twelve homes, Sargent's Pond is the perfect place for simpler pursuits and peace and quiet. Enjoy two comfortable double bedrooms, a pull-out sofa in the living room, a bathroom with tub, washer, and dryer, a fully equipped kitchen with dishwasher, Wifi, bluetooth stereo system (bring your vinyl!), and Smart TV. Enjoy dining and relaxing on the spacious deck with commanding water views, and for the little ones, swinging and sliding on the swing set. Above the garage is a recreation room with a ping pong table as well as a smashing children's playroom filled with toys, board games, puzzles, and books. Enjoy the TV/ DVD player with a variety of favorite kids' flicks. Perfect for rainy days or down time, this extra living space is sure to please kids and adults alike! Please note that a pack-and-play, toddler mattress, and toddler high chair are available upon request.

Completely updated detached cottage/Paugus Bay!
Enjoy your vacation surrounded by all that Lake Winnipesaukee has to offer! You will enjoy beautiful views of Paugus Bay with the most amazing sunsets and fireworks at the Margate right from the front deck! Completely updated unit! Shared Waterfront deck Conveniently located near shopping, hiking and snowmobile trails, the Naswa Beach Bar, Weirs Beach, FunSpot, and the Margate! Perfect location for Laconia's annual BIKE WEEK and just minutes to the Bank of NH Pavilion for some amazing concerts.

1B Cottage w/Kayaks-Lake Winnipesaukee View/Access
Quaint 1 bedroom cottage w/views of Lake Winnipesaukee available year-round. Our deck is literally on Lake Winnipesaukee and a 3 minute walk from the cottage. Here you will be able to enjoy gorgeous views, participate in lake activities such as swimming off our dock, using our kayaks, diving board, etc. The public beach is steps away, along with restaurants, ice cream, water sport rentals, mini-golf & entertainment. Perfect for couples or small family & is pet friendly. Cottage has heat & AC.

Mountain Lodge with Private Sauna
Escape to Darkfrost Mountain Lodge, less than 2 hours from Boston - Gather under the stars by the fire pit & garden - Relax or grill on patio with woodland views - Enjoy a pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain - Explore hiking, biking & snowshoeing nearby at Wellington, Cardigan Mountain State Parks, AMC Cardigan Lodge Looking for options? Visit my Airbnb Host Profile to explore our 3 available cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.

Eclectic Lakefront Cottage on Great East Lake
Welcome to a relaxing stay on the shores of Great East Lake! The fall and winter are the definition of peace and quiet. Often you'll be the only folks on the cove! Come back inside after your outdoor adventures and warm your feet on the radiant slate floors .You can also prepare a home cooked meal in the vintage, fully applianced kitchen. This home is the perfect base for all your winter excursions, or enjoy family time inside with plenty of games, puzzles, ping pong, or air hockey! Enjoy!

Dreamy Lakefront: Hot Tub, Kayaks, & Kid-friendly
This romantic & family-friendly lakefront chalet comes with a private beach, hot tub, kayaks & stunning views and is packed with amenities. It’s a serene home base to explore some of the best New England towns and is in the heart of the Lakes Region. Swim, kayak, bike a scenic trail, fish, hike, explore historic towns, farms & food scene, or simply grill with a view & play board games. We have poured our heart into making this a romantic yet very kid-friendly retreat (kids gear included).

Beautiful Lakeside Cottage
Beautiful, quiet and secluded lakeside cottage. Enjoy amazing sunsets on our pristine lake. Swim, kayak, fish or just relax and take in the natural beauty. COVID UPDATE: We know everyone has different levels of concern regarding the virus. Please know that while we feel our sanitation and cleanliness of the Cottage is exceptional, we have doubled our efforts providing multiple cleanings between guests. This is a NON-SMOKING property. We are sorry, but we cannot accommodate pets.

Waterfront w Kayaks, Pool table, Pergola, Firepit
Waterfront location nestled in the heart of Laconia. Located on a river connected to Lake Opechee.. Less than 5 minute walk the lake, beaches and downtown. A beautiful 7 mile walking trail “wow trail” right near the property. 2 water facing decks, 1 front porch, 2 grills, fire pit under the pergola, Sundeck on the river, and 2 kayaks are provided with the home. Close to lake Winni, Weirs beach, Bank of NH Pavilion, Gunstock ski and many more local attractions all 10 minutes away

Private Beach, Lake Front, Family Friendly Cottage
Our clean private sandy beach, with a gentle slope is perfect for all swimmers. Sawyer Lake is a fun community. Enjoy our fun lakefront cottage with the perfect layout. 15 min. to Gunstock, Weirs Beach & Tilton Outlets • Kids will want to stay downstairs with a walkout, Foosball table, board games, TV, and 2 gaming systems [XBox 360° & Wii] with games. • Adults relax in peace upstairs with 2 private bedrooms, living area, & wood burning fireplace. Ask about weekends.

Lakeside Getaway~EV Charger~15mns to Gunstock
Discover Your Lakeside Escape at Lake Winnipesaukee! Welcome to your perfect home away from home in beautiful Laconia, NH! This brand-new, luxury 2-bedroom condo in the heart of Paugus Bay offers the ideal retreat for couples, small families, and outdoor enthusiasts alike. With stunning lake views, access to a day dock, and modern comforts throughout, it’s the perfect base to experience the very best of New Hampshire’s Lakes Region.

Riverfront cabin between Portland & White Mtns.
Look out onto the always-changing Ossipee River from this cute little log cabin. Use our tandem kayak, or fish and swim from our dock. In the winter months, ride your snowmobile right from the driveway, take a brewery tour in Portland, head to the White Mountains, or just watch the river go by. Cornish, Maine is just 12 minutes away and has plenty of dining and shopping opportunities.

Cozy cottage near Gilford, lake access & hot tub!
Cozy camp just steps from Sawyer Lake with access to 6 beaches. Enjoy the pedal boat and paddleboard, plus a fully equipped kitchen, grill, large back deck, and screened-in porch. Minutes to Bank of NH Pavilion, Tilton Outlets, Gunstock Mountain Resort, New Hampshire Motor Speedway, and Lake Winnipesaukee. Pet-friendly with a relaxing hot tub, perfect for a quiet escape or adventure.
Popular amenities for kayak rentals in Gilford
House rentals with a kayak

Cozy Cabin near Tuftonboro & Lake Winnipesaukee

Warm Lakefront Log Cabin · Hot Tub · Game Room

Winnipesaukee Beach Access Home w/ hot tub & sauna

Boutique Lakefront Cabin/ King Beds/ Pet Friendly

Secluded Waterfront Retreat with Luxe Amenities

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

Blue Breeze - Private lakefront w/ Hot Tub

Hebron Historic Farmhouse
Cottage rentals with a kayak

Gorgeous Romantic Lakefront Getaway

“Stay Awhile in the Lake's Region”

Cottage on the lake! Includes kayaks & rowboat!

Lakehurst Lakefront Cottages #8

Lovely cottage on Sunrise Lake, Middleton, NH.

Cottage w/ charm, mountain view & river HSI Wi-Fi

Lake Winnipesaukee/9min to Gunstock Mtn. Alton Bay

Little Cottage - Private Lakefront
Cabin rentals with a kayak

Sweet Apple Camp at Grey Shingles Camps

Beautiful private cabin on Big Squam Lake

Bear Paw

Quiet Lake Cabin w/ Kayaks, Firepit, Near Hiking

Modern Lakefront Cabin: Rustic Charm Meets Luxury

Harolds Camp: Lake Winnipesaukee Waterfront w/dock

Bear Cabin

CedarHaus: lakefront retreat!
Quick stats about holiday rentals with a kayak in Gilford

Total holiday rentals
Explore 40 holiday rentals in Gilford

Nightly prices starting at
Gilford holiday rentals start at £97 per night before taxes and fees

Verified guest reviews
Over 1,090 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Gilford holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Gilford rentals

4.9 Average rating
Gilford stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a kayak Belknap County
- Rentals with a kayak New Hampshire
- Rentals with a kayak United States
- White Mountain National Forest
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Story Land
- Squam Lake
- Weirs Beach
- Long Sands Beach
- York Harbor Beach
- Pats Peak Ski Area
- Loon Mountain Resort
- Mount Washington Cog Railway
- Short Sands Beach
- Tenney Mountain Resort
- Franconia Notch State Park
- Omni Mount Washington Resort
- Gooch's Beach
- King Pine Ski Area
- Gunstock Mountain Resort
- Snhu Arena
- Cranmore Mountain Resort
- Footbridge Beach
- Waterville Valley Resort
- Conway Scenic Railroad





